1609468-30-5

Basic information

• Product Name: (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate
• Synonyms: (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate
• CAS NO: 1609468-30-5
• Molecular Weight: 589.026
• Mol File: 1609468-30-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate(1609468-30-5)
• EPA Substance Registry System: (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate(1609468-30-5)

Safety Data

• Hazardous Substances Data: 1609468-30-5(Hazardous Substances Data)

Upstream product

• 1609468-04-3 benzyl 3-(5-acetamido-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 83405-98-5 4-(tert-butyl-dimethylsilanyloxy)-benzoic acid 
• 1609468-29-2 (R)-benzyl 3-(5-acetamido-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 89402-43-7 5-chloro-2,3-difluoropyridine 
• 99-96-7 4-hydroxy-benzoic acid 
• 1609468-05-4 benzyl 3-(5-acetamido-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1609468-03-2 benzyl 3-(5-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1609468-02-1 2-((4-((tert-butyldimethylsilyl)oxy)phenyl )(methoxy)methylene)malononitrile 

Downstream Products

• 1609467-28-8 1-[(3R)-1-acryloylpiperidin-3-yl]-5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1H-pyrazole-4-carboxamide 
• 1609468-31-6 (R)-5-amino-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazole-4-carboxamide 
• 1609467-29-9 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609467-30-2 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609466-94-5 (R)-5-amino-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-1-(1-cyanopiperidin-3-yl)-1H-pyrazole-4-carboxamide 

Relevant articles and documents

Aminopyrazole Carboxamide Bruton's Tyrosine Kinase Inhibitors. Irreversible to Reversible Covalent Reactive Group Tuning

Potent covalent inhibitors of Bruton's tyrosine kinase (BTK) based on an aminopyrazole carboxamide scaffold have been identified. Compared to acrylamide-based covalent reactive groups leading to irreversible protein adducts, cyanamide-based reversible-covalent inhibitors provided the highest combined BTK potency and EGFR selectivity. The cyanamide covalent mechanism with BTK was confirmed through enzyme kinetic, NMR, MS, and X-ray crystallographic studies. The lead cyanamide-based inhibitors demonstrated excellent kinome selectivity and rat pharmacokinetic properties.